NPASS drugs

Drug Information

Drug ID:	NPD2880
Drug Name:	fabesetron
Molecular Formula:	C18H19N3O
Canonical SMILES:	Cc1nc[nH]c1C[C@H]1CCc2n(C1=O)c1ccccc1c2C
Standard InCHI:	InChI=1S/C18H19N3O/c1-11-14-5-3-4-6-17(14)21-16(11)8-7-13(18(21)22)9-15-12(2)19-10-20-15/h3-6,10,13H,7-9H2,1-2H3,(H,19,20)/t13-/m1/s1
Standard InCHIKey:	AEKQMJRJRAHOAP-CYBMUJFWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2880

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	503
0.1-0.2	5016
0.2-0.3	17568
0.3-0.4	4071
0.4-0.5	1401
0.5-0.6	1282
0.6-0.7	843
0.7-0.8	205
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8265	NPC116555
Intermediate Similarity	0.7989	NPC470203
Intermediate Similarity	0.7979	NPC308931
Intermediate Similarity	0.7979	NPC99939
Intermediate Similarity	0.7978	NPC161861
Intermediate Similarity	0.7957	NPC16659
Intermediate Similarity	0.7956	NPC56233
Intermediate Similarity	0.7941	NPC267811
Intermediate Similarity	0.7933	NPC470204
Intermediate Similarity	0.7903	NPC265710
Intermediate Similarity	0.7867	NPC69843
Intermediate Similarity	0.7849	NPC473380
Intermediate Similarity	0.7849	NPC240088
Intermediate Similarity	0.7845	NPC21174
Intermediate Similarity	0.7845	NPC271797
Intermediate Similarity	0.7794	NPC282247
Intermediate Similarity	0.7789	NPC317701
Intermediate Similarity	0.775	NPC473376
Intermediate Similarity	0.7742	NPC317054
Intermediate Similarity	0.7716	NPC474389
Intermediate Similarity	0.7709	NPC476219
Intermediate Similarity	0.7709	NPC476297
Intermediate Similarity	0.7684	NPC470205
Intermediate Similarity	0.7656	NPC141612
Intermediate Similarity	0.7656	NPC135601
Intermediate Similarity	0.7656	NPC17273
Intermediate Similarity	0.7644	NPC228835
Intermediate Similarity	0.7637	NPC122141
Intermediate Similarity	0.7635	NPC71238
Intermediate Similarity	0.7629	NPC324091
Intermediate Similarity	0.7619	NPC11126
Intermediate Similarity	0.7617	NPC17059
Intermediate Similarity	0.7614	NPC470440
Intermediate Similarity	0.7602	NPC326422
Intermediate Similarity	0.759	NPC476460
Intermediate Similarity	0.7584	NPC321911
Intermediate Similarity	0.7582	NPC300238
Intermediate Similarity	0.7579	NPC91179
Intermediate Similarity	0.7565	NPC62749
Intermediate Similarity	0.7554	NPC478182
Intermediate Similarity	0.7552	NPC21429
Intermediate Similarity	0.7539	NPC191415
Intermediate Similarity	0.7528	NPC469811
Intermediate Similarity	0.7528	NPC201380
Intermediate Similarity	0.7528	NPC179787
Intermediate Similarity	0.7524	NPC54981
Intermediate Similarity	0.7514	NPC204141
Intermediate Similarity	0.7513	NPC151635
Intermediate Similarity	0.7513	NPC133003
Intermediate Similarity	0.7511	NPC295452
Intermediate Similarity	0.7511	NPC171393
Intermediate Similarity	0.75	NPC194881
Intermediate Similarity	0.7472	NPC63545
Intermediate Similarity	0.7465	NPC267078
Intermediate Similarity	0.7465	NPC935
Intermediate Similarity	0.7464	NPC470732
Intermediate Similarity	0.7464	NPC470731
Intermediate Similarity	0.7459	NPC325903
Intermediate Similarity	0.7459	NPC317105
Intermediate Similarity	0.7459	NPC478184
Intermediate Similarity	0.7452	NPC54744
Intermediate Similarity	0.7448	NPC307191
Intermediate Similarity	0.7444	NPC53947
Intermediate Similarity	0.7431	NPC474357
Intermediate Similarity	0.743	NPC114209
Intermediate Similarity	0.7421	NPC280852
Intermediate Similarity	0.7419	NPC470323
Intermediate Similarity	0.7413	NPC153123
Intermediate Similarity	0.7413	NPC474318
Intermediate Similarity	0.7413	NPC475914
Intermediate Similarity	0.7413	NPC201266
Intermediate Similarity	0.7413	NPC220797
Intermediate Similarity	0.7413	NPC268744
Intermediate Similarity	0.7409	NPC102755
Intermediate Similarity	0.7391	NPC293487
Intermediate Similarity	0.7386	NPC115611
Intermediate Similarity	0.7385	NPC94752
Intermediate Similarity	0.7376	NPC166209
Intermediate Similarity	0.7376	NPC13456
Intermediate Similarity	0.7376	NPC77241
Intermediate Similarity	0.7376	NPC269203
Intermediate Similarity	0.7337	NPC188821
Intermediate Similarity	0.7337	NPC236711
Intermediate Similarity	0.7337	NPC474180
Intermediate Similarity	0.7327	NPC156003
Intermediate Similarity	0.7312	NPC225018
Intermediate Similarity	0.731	NPC213629
Intermediate Similarity	0.7297	NPC92796
Intermediate Similarity	0.7297	NPC135141
Intermediate Similarity	0.7292	NPC284775
Intermediate Similarity	0.7287	NPC478183
Intermediate Similarity	0.7287	NPC49217
Intermediate Similarity	0.7282	NPC477003
Intermediate Similarity	0.7278	NPC478186
Intermediate Similarity	0.7278	NPC288838
Intermediate Similarity	0.7273	NPC320968
Intermediate Similarity	0.7264	NPC79356
Intermediate Similarity	0.7264	NPC102592
Intermediate Similarity	0.7255	NPC469308
Intermediate Similarity	0.725	NPC304203
Intermediate Similarity	0.7246	NPC54420
Intermediate Similarity	0.7245	NPC476341
Intermediate Similarity	0.7228	NPC227582
Intermediate Similarity	0.7222	NPC321708
Intermediate Similarity	0.7219	NPC478185
Intermediate Similarity	0.7216	NPC88110
Intermediate Similarity	0.7214	NPC294693
Intermediate Similarity	0.7211	NPC91895
Intermediate Similarity	0.7204	NPC221786
Intermediate Similarity	0.7204	NPC475990
Intermediate Similarity	0.7204	NPC474880
Intermediate Similarity	0.72	NPC198988
Intermediate Similarity	0.7194	NPC108011
Intermediate Similarity	0.7192	NPC171317
Intermediate Similarity	0.7192	NPC131887
Intermediate Similarity	0.7182	NPC143872
Intermediate Similarity	0.7177	NPC162860
Intermediate Similarity	0.7176	NPC312942
Intermediate Similarity	0.7176	NPC327095
Intermediate Similarity	0.7174	NPC200214
Intermediate Similarity	0.7166	NPC229173
Intermediate Similarity	0.7159	NPC325252
Intermediate Similarity	0.7157	NPC237414
Intermediate Similarity	0.7157	NPC74413
Intermediate Similarity	0.7151	NPC216643
Intermediate Similarity	0.715	NPC474958
Intermediate Similarity	0.7143	NPC40455
Intermediate Similarity	0.7143	NPC470111
Intermediate Similarity	0.7136	NPC476073
Intermediate Similarity	0.7135	NPC73767
Intermediate Similarity	0.7128	NPC469896
Intermediate Similarity	0.7127	NPC314372
Intermediate Similarity	0.7123	NPC221100
Intermediate Similarity	0.7123	NPC234078
Intermediate Similarity	0.7122	NPC252338
Intermediate Similarity	0.712	NPC32534
Intermediate Similarity	0.712	NPC470233
Intermediate Similarity	0.7113	NPC14113
Intermediate Similarity	0.7113	NPC84827
Intermediate Similarity	0.7113	NPC145885
Intermediate Similarity	0.7111	NPC190296
Intermediate Similarity	0.711	NPC19170
Intermediate Similarity	0.7103	NPC238945
Intermediate Similarity	0.7095	NPC469779
Intermediate Similarity	0.7095	NPC469761
Intermediate Similarity	0.7095	NPC469768
Intermediate Similarity	0.7095	NPC478158
Intermediate Similarity	0.7095	NPC469783
Intermediate Similarity	0.7095	NPC469780
Intermediate Similarity	0.7095	NPC59084
Intermediate Similarity	0.7095	NPC469784
Intermediate Similarity	0.7095	NPC469767
Intermediate Similarity	0.7083	NPC474195
Intermediate Similarity	0.7083	NPC82331
Intermediate Similarity	0.7077	NPC219336
Intermediate Similarity	0.7077	NPC213468
Intermediate Similarity	0.7077	NPC248462
Intermediate Similarity	0.7075	NPC153980
Intermediate Similarity	0.7075	NPC6865
Intermediate Similarity	0.7073	NPC293917
Intermediate Similarity	0.707	NPC475736
Intermediate Similarity	0.7065	NPC24678
Intermediate Similarity	0.7065	NPC105818
Intermediate Similarity	0.7064	NPC476817
Intermediate Similarity	0.7059	NPC167710
Intermediate Similarity	0.7059	NPC470730
Intermediate Similarity	0.7059	NPC470729
Intermediate Similarity	0.7059	NPC477176
Intermediate Similarity	0.7059	NPC477175
Intermediate Similarity	0.7056	NPC473868
Intermediate Similarity	0.7056	NPC469766
Intermediate Similarity	0.7056	NPC63157
Intermediate Similarity	0.7053	NPC260900
Intermediate Similarity	0.705	NPC111602
Intermediate Similarity	0.705	NPC63199
Intermediate Similarity	0.705	NPC102338
Intermediate Similarity	0.705	NPC196251
Intermediate Similarity	0.705	NPC175474
Intermediate Similarity	0.7047	NPC252572
Intermediate Similarity	0.7039	NPC88097
Intermediate Similarity	0.7039	NPC110126
Intermediate Similarity	0.7035	NPC476527
Intermediate Similarity	0.7032	NPC474196
Intermediate Similarity	0.7031	NPC471943
Intermediate Similarity	0.7028	NPC72956
Intermediate Similarity	0.7027	NPC477177
Intermediate Similarity	0.7027	NPC474877
Intermediate Similarity	0.7027	NPC475969
Intermediate Similarity	0.7027	NPC475859
Intermediate Similarity	0.7026	NPC183662
Intermediate Similarity	0.7026	NPC64436
Intermediate Similarity	0.7026	NPC15573
Intermediate Similarity	0.7026	NPC217372
Intermediate Similarity	0.7024	NPC67288
Intermediate Similarity	0.7022	NPC84911
Intermediate Similarity	0.7021	NPC74619
Intermediate Similarity	0.7021	NPC56765
Intermediate Similarity	0.702	NPC472119
Intermediate Similarity	0.7015	NPC472112
Intermediate Similarity	0.7014	NPC297862

Drug Structure

NPD2880 OpenBabel08211702562D 23 26 0 0 1 0 0 0 0 0999 V2000 0.8402 -2.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9308 2.0519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3594 -0.9699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3593 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5199 -1.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5197 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 -0.9702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8400 -1.4550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 0.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9165 -0.2550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8402 -1.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1323 1.1036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6797 -0.0001 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6797 -0.9700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4835 0.3831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6797 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8401 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0180 0.7092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9682 -0.4565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8403 1.4848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5738 -1.3422 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 2 0 0 0 0 6 17 2 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 15 1 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 16 2 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 9 1 6 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 18 22 2 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010695
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	293.15
ALogP	0.4552
MLogP	3
XLogP	3.48
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	50.68
RO5 Violation	0